1074-52-8Relevant articles and documents
Group 12 dithiocarbamate complexes: Synthesis, characterization, and X-ray crystal structures of Zn(II) and Hg(II) complexes and their use as precursors for metal sulphide nanoparticles
Ajibade, Peter A.,Mbese, Johannes Z.,Omondi, Bernard
, p. 202 - 212 (2017)
Zn(II), Cd(II), and Hg(II) dithiocarbamate complexes were synthesize and characterized by elemental analysis, thermogravimetric analysis, UV-Vis, FTIR, and1H- and13C-NMR spectroscopy. Single-crystal X-ray crystallography revealed that the Zn complex has a centrosymmetric dimeric structure while the Hg complex crystallizes with two monomeric molecules of the mercury complex and two molecules of toluene solvent in the asymmetric unit. The compounds were used as single molecule precursors to synthesize HDA capped metal sulfides nanoparticles with average crystallite size ranging from 7 to 22 nm. The optical properties of the nanoparticles showed evidence of quantum confinement.
Homonuclear tris-dithiocarbamato ruthenium(III) complexes as single-molecule precursors for the synthesis of ruthenium(III) sulfide nanoparticles
Mbese, Johannes Z.,Ajibade, Peter A.
, p. 173 - 187 (2017)
Tris(N-phenyldithiocarbamato) ruthenium(III) complexes, [Ru(L1)3] (1); tris(N-(4-methylphenyl)dithiocarbamato)) ruthenium(III), [Ru(L2)3] (2); and tris(N-(4-methoxyphenyl)dithiocarbamato)) ruthenium(III), [Ru(L3)3] (3) were synthesized and characterized by elemental analysis, thermogravimetric analysis, FTIR, UV–VIS and NMR spectroscopy. TGA analyses show major degradation of all complexes in the range 120–350°C, leading to the formation of residual weight corresponding to ruthenium (III) sulfides. The 1H-NMR spectra of the ligands and complexes are in agreement with the proposed structures. FTIR studies confirmed that the ligands coordinate the Ru3+ ion in a bidentate chelating mode. The complexes were thermolysed at 180°C to prepare hexadecylamine-capped Ru2S3 nanoparticles. Powder X-ray diffraction patterns revealed the formation of hexagonal-phase Ru2S3 nanoparticles with average crystallite sizes ranging from 8.3 to 9.5 nm. TEM images showed the crystalline clusters with shapes ranging from square to hexagonal, while SEM images elucidated that the particles were agglomerated. Energy-dispersive X-ray spectra confirmed the presents of Ru2S3 nanoparticles.
Synthesis and inhibition corrosion effect of two thiazole derivatives for carbon steel in 1 ?M HCl
Benali,Zebida,Maschke
, (2021/08/04)
Inhibition of C38 carbon steel corrosion by 4-methyl-3-phenyl-2(3H)-thiazolethione (TO1) and 4-methyl-2-(methylthio)-3- phenylthiazol-3-ium (ST1) in 1 ?M HCl was investigated by weight loss and electrochemical methods. All of the data obtained reveal that the two compounds act as good inhibitors in this media. At optimized concentration TO1 and ST1 showed the highest inhibition efficiency of 98.8% (2.10?4 ?M) and 93.86% (10?3 ?M) respectively. Polarization curves show that inhibitor molecules act as mixed type inhibitors. The impedance study showed that an increase in the concentration of the two inhibitors is accompanied by an increase in polarization resistance and a decrease in double layer capacitance. The Langmuir isotherm very well describes the adsorption of inhibitors to the surface of the corroding metal and the thermodynamic parameters showed that the adsorption of the two compounds was strong and chemical nature. X-ray photoelectron spectroscopy (XPS) confirms and describes the absorption of inhibitors under investigation on the metal surface.
Toward Bright Mid-Infrared Emitters: Thick-Shell n-Type HgSe/CdS Nanocrystals
Guyot-Sionnest, Philippe,Kamath, Ananth,Melnychuk, Christopher
supporting information, p. 19567 - 19575 (2021/11/23)
A procedure is developed for the growth of thick, conformal CdS shells that preserve the optical properties of 5 nm HgSe cores. The n-doping of the HgSe/CdS core/shell particles is quantitatively tuned through a simple postsynthetic Cd treatment, while the doping is monitored via the intraband optical absorption at 5 μm wavelength. Photoluminescence lifetime and quantum yield measurements show that the CdS shell greatly increases the intraband emission intensity. This indicates that decoupling the excitation from the environment reduces the nonradiative recombination. We find that weakly n-type HgSe/CdS are the brightest solution-phase mid-infrared chromophores reported to date at room temperature, achieving intraband photoluminescence quantum yields of 2%. Such photoluminescence corresponds to intraband lifetimes in excess of 10 ns, raising important questions about the fundamental limits to achievable slow intraband relaxation in quantum dots.
Synthesis, characterization, antibacterial and antioxidant potency of nsubstituted- 2-sulfanylidene-1,3-thiazolidin-4-one derivatives and QSAR study
Brahmbhatt, Harshad,Molnar, Maja,Pavi?, Valentina,Rastija, Vesna
, p. 840 - 849 (2020/01/25)
Background: Rhodanine is known for its potential and important role in the medicinal chemistry since its derivatives exhibit a wide range of pharmacological activities such as antibacterial, antifungal, antidiabetic, antitubercular, anti-HIV, antiparasitic, antioxidant, anticancer, antiproliferative and anthelmintic agents. Objectives: Since N-substituted rhodanine synthons are rarely commercially available, it is desirable to develop a straightforward synthetic approach for the synthesis of these key building blocks. The objective was to synthesize a series of rhodanine derivatives and to investigate their antimicrobial and antioxidant activity. Also, in order to obtain an insight into their structure-activity relationship, QSAR studies on the antioxidant activity were performed. Methods: 1H and 13C FTNMR spectra were recorded on Bruker Avance 600 MHz NMR Spectrometer, mass analysis was carried out on ESI+ mode by LC-MS/MS API 2000. 2,2-Diphenyl-1- picrylhydrazyl radical scavenging activity (% DPPH) was determined in dimethylsulfoxide (DMSO) as a solvent. The antibacterial activity was assessed against Bacillus subtilis, Staphylococcus aureus (Gram positive) and Escherichia coli, Pseudomonas aeruginosa (Gram negative) bacteria in terms of the minimum inhibitory concentrations (MICs) by a modified broth microdilution method. Results: A series of N-substituted-2-sulfanylidene-1,3-thiazolidin-4-ones were synthesized and characterized by 1H NMR, 13C NMR, FTIR, GC MS, LCMS/MS and C,H,N,S elemental analysis. Most of the synthesized compounds showed moderate to excellent antibacterial activity (MIC values from 125 μg/ml to 15.62 μg/mL) and DPPH scavenging activity (from 3.60% to 94.40%). Compound 2-thioxo-3- (4-(trifluoromethyl)-phenyl)thiazolidin-4-one showed the most potent activity against Escherichia coli (3.125 μg/mL), equivalent to antibiotic Amikacin sulphate and against Staphylococcus aureus (0.097 μg/ml), 100 times superior then antibiotic Amikacin sulphate. It has also shown a potent antioxidant activity (95% DPPH scavenging). Two best QSAR models, obtained by GETAWAY descriptor R7p+, Balabans molecular connectivity topological index and Narumi harmonic topological index (HNar), suggest that the enhanced antioxidant activity is related to the presence of pairs of atoms higher polarizability at the topological distance 7, substituted benzene ring and longer saturated aliphatic chain in N-substituents. Conclusion: A series of novel N-substituted-2-thioxothiazolidin-4-one derivatives were designed, synthesized, characterized and evaluated for their antibacterial and antioxidant activity in vitro. Majority of the compounds showed excellent antibacterial activity compared to ampicillin and few of them have an excellent activity as compared to Chloramphenicol standard antibacterial drug. The QSAR study has clarified the importance of presenting a pairs of atoms higher polarizability, such as Cl and S at the specific distance, as well as the substituted benzene ring and a long saturated aliphatic chain in N-substituents for the enhanced antioxidant activity of 2-sulfanylidene-1,3- thiazolidin-4-one derivatives.
Group 10 metal complexes of dithiocarbamates derived from primary anilines: Synthesis, characterization, computational and antimicrobial studies
Bobinihi, Felicia F.,Onwudiwe, Damian C.,Ekennia, Anthony C.,Okpareke, Obinna C.,Arderne, Charmaine,Lane, Joseph R.
, p. 296 - 310 (2018/11/30)
Dithiocarbamate ligands obtained from primary amines, namely N-phenylaniline, 4-methylaniline and 4-ethylaniline, and represented as L1, L2 and L3 respectively, have been used to prepare some Ni(II), Pd(II) and Pt(II) complexes. The complexes were characterized by NMR, FTIR spectroscopy and elemental analysis. The spectroscopic data showed that the ligands were chelated to the metal ions in a bidentate mode. The complexes [Pt(L1)2], [Pt(L3)2], and [Pd(L1)2] were further characterized by single crystal X-ray analysis and distorted square planar geometries were confirmed in all cases. The magnetic susceptibility measurements of the nickel complexes suggest a square planar geometry for the diamagnetic compounds. Thermal decomposition studies of the complexes gave their respective metal sulfides as residues. Geometry optimization and harmonic frequency calculations of the ligands and the complexes were carried out using density functional theory (DFT). Molecular electrostatic potential energy calculations were used to support the coordination through the dithio-sulfur groups of the three dithiocarbamate ligands. Non-covalent interaction (NCI) theory analysis was used to reveal the different intra and intermolecular interactions in the hydrogen bonded structures of the platinum and palladium complexes. Antimicrobial screening, conducted using selected microbes, showed that the complexes gave moderate to very active antimicrobial activities against Gram negative (Escherichia coli, Klebsiella pneumonia and Pseudomonas aeruginosa), Gram positive (Bacillus cereus and Staphylococcus aureus) and fungi (Candida albicans and Aspergillus flavus) organisms at a concentration of at 50 μg/mL. However, the [Pt(L3)2] complex gave the best antimicrobial properties with an inhibitory zone range of 8–26 mm.
Synthesis and biological evaluation of new rhodanine analogues bearing 2-chloroquinoline and benzo[h]quinoline scaffolds as anticancer agents
Ramesh, Vadla,Ananda Rao, Boddu,Sharma, Pankaj,Swarna,Thummuri, Dinesh,Srinivas, Kolupula,Naidu,Jayathirtha Rao, Vaidya
, p. 569 - 580 (2014/07/21)
Several rhodanine derivatives (9-39) were synthesized for evaluation of their potential as anticancer agents. Villsmeier cyclization to synthesize aza-aromatic aldehydes, rhodanine derivatives preparation and Knoevenagel type of condensation between the rhodanines and aza-aromatic aldehydes are key steps used for the synthesis of 31 compounds. In vitro antiproliferative activity of the synthesized rhodanine derivatives (9-39) was studied on a panel of six human tumor cell lines viz. HGC, MNK-74, MCF-7, MDAMB-231, DU-145 and PC-3 cell lines. Some of the compounds were capable of inhibiting the proliferation of cancer cell lines at a micromolar concentration. Six compounds are found to be potent against HGC cell lines; compound 15 is found to be active against HGC - Gastric, MCF7 - Breast Cancer and DU145 - Prostate Cancer cell lines; compound 39 is potent against MNK-74; four compounds are found to be potent against MCF-7 cell lines; three compounds are active against MDAMB-231; nine compounds are found to be potent against DU-145; three compounds are active against PC-3 cell lines. These compounds constitute a promising starting point for the development of novel and more potent anticancer agents in future.
Synthesis and biological activities of novel artemisinin derivatives as cysteine protease falcipain-2 inhibitors
Liu, Yang,Lu, Wei-Qiang,Cui, Kun-Qiang,Luo, Wei,Wang, Jian,Guo, Chun
, p. 1525 - 1531 (2013/03/14)
A series of novel artemisinin derivatives were synthesized from artemisinin and different anilines. All compounds were obtained as β-isomers. The target compounds were evaluated for inhibition activity against Plasmodium falciparum falcipain-2 in vitro, and most of them exhibited potent inhibition in the low micromolar range and proved to be new types of falcipain-2 inhibitors.
Mechanisms of acid decomposition of dithiocarbamates. 3. Aryldithiocarbamates and the torsional effect
Humeres, Eduardo,Debacher, Nito A.,Franco, Jose Dimas,Lee, Byung Sun,Martendal, Adriano
, p. 3662 - 3667 (2007/10/03)
The acid decomposition of some p-substituted aryldithiocarbamates (arylDTCs) was observed in 20% aqueous ethanol at 25°C, μ = 1.0 (KCl, for pH > 0). The pH-rate profiles showed a dumbell shape with a plateau where the observed first-order rate constant kobs was equal to ko, the rate constant of the decomposition of the dithiocarbamic acid species. The acid dissociation constants of the dithiocarbamic acids (pKa) and their conjugate acids (pK+) were calculated from the pH-rate profiles. Comparatively, ko was more than 104-fold faster than alkyldithiocarbamates (alkDTCs) with similar pKN (the acid dissociation constant of the parent amine). It was observed that the values of pKa and pK+ were 5 and 8 units of pK, respectively, higher than the expected values from the pKN of alkylDTCs. The higher values were attributed to the inhibition of the delocalization of the nitrogen electron pair into the benzene ring because of the strong electron withdrawal effect of the thiocarbonyl group. Comparison of the activation parameters showed that the rate acceleration was due to a decrease in the enthalpy of activation. Proton inventory indicated the existence of a multiproton transition state, and it was consistent with an S to N proton transfer through a water molecule. There are two hydrogens contributing to a secondary SIE, and there are also two protons that are being transferred at the transition state to form a zwitterion followed by fast C-N bond cleavage. The mechanism could also be a concerted asynchronic process where the N-protonation is more advanced than the C-N bond breakdown. The kinetic barrier is similar to the torsional barrier of thioamides, suggesting that the driving force to reach the transition state is the needed torsion of the C-N bond that inhibits the resonance with the thiocarbonyl group and the aromatic moiety, increasing the basicity of the nitrogen and making the proton transfer thermodynamically favorable.
Reactions of diazonium salts with phenyl dithiocarbamate. Part-II. Formation of related arylazophenyldithiocarbamates
Haque, M. Zahurul,Ali, M. Umar,Ali, M. Hossen
, p. 372 - 373 (2007/10/03)
Reaction of 1-naphthyldiazonium salt with ammonium salt of phenyldithiocarbamic acid gives 1-naphthylazophenyldithiocarbamate. Similar reaction has been carried out with several other aryl diazonium chlorides. Antibacterial activity of the compounds has been evaluated.
